Cyano-borohydride → HCID 57497063, compound

HRID 2409189Notes

Reaction equation

HRID 2409189 reaction equation
[NH2:1][C:2]1[N:7]([CH3:8])[C:6](=[O:9])[C:5]([CH3:11])([CH3:10])[C@:4]([C:13]2[CH:18]=[C:17]([NH2:19])[CH:16]=[CH:15][C:14]=2[F:20])([CH3:12])[N:3]=1.[S:21]1[C:25]2[CH:26]=[CH:27][CH:28]=[CH:29][C:24]=2[N:23]=[C:22]1[C:30](=O)[CH3:31].C([BH3-])#N>[Zn]>[NH2:1][C:2]1[N:7]([CH3:8])[C:6](=[O:9])[C:5]([CH3:10])([CH3:11])[C@:4]([C:13]2[CH:18]=[C:17]([NH:19][CH:30]([C:22]3[S:21][C:25]4[CH:26]=[CH:27][CH:28]=[CH:29][C:24]=4[N:23]=3)[CH3:31])[CH:16]=[CH:15][C:14]=2[F:20])([CH3:12])[N:3]=1

Participants

5

Reactant 3

HCID 498716Cyano-borohydrideHCID 5395682-AcetylbenzothiazoleHCID 57497157(S)-2-amino-6-(5-amino-2-fluoro-phenyl)-3,5,5,6-tetramethyl-5,6-dihydro-3H-pyrimidin-4-one2×

Product 1

HCID 57497063HCID 57497063, compound

Reagents, catalysts & solvents 1

HCID 23994ZincCatalyst

Procedure

The reductive amination of (S)-2-amino-6-(5-amino-2-fluoro-phenyl)-3,5,5,6-tetramethyl-5,6-dihydro-3H-pyrimidin-4-one (intermediate J) and 1-benzothiazol-2-yl-ethanone with zinc-modified cyanoborohydride yielded a mixture of epimers of the title compound as a colorless solid. MS (ESI): m/z=440.4 [M+H]+.

Workup

  1. customyielded

Sources & evidence

ORD record
ord-9b3509e0538745fc9775c01b6c63d363
Source dataset
uspto-grants-2014_08
Patent number
US08815881B2

Reaction notes

Loading…